The two grabbed some sushi at SushiSamba in Heron Tower and held hands as they left their one-on-one dinner.
The 20-year-old singer wore an especially adorable ensemble for her night on the town.
She dressed in a houndstooth overcoat, nude-colored frock and a pair of sky-high heels to match.
Grande also appeared to have lightened her hair significantly since the last time she was spotted in public. Maybe blondes do have more fun?!